Acta Crystallographica Section C

Crystal Structure Communications

Volume 58, Part 12 (December 2002)



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Acta Cryst. (2002). C58, o735-o738    [doi:10.1107/S0108270102020644]

Hydrogen-bonded one-dimensional networks in 1:1 complexes of N,N'-bis(2-pyridyl)aryldiamines with anilic acid

M. Gdaniec, I. Bensemann and T. Polonski

Abstract: The 1:1 complexes N,N'-bis(2-pyridyl)benzene-1,4-diamine-anilic acid (2,5-dihydroxy-1,4-benzoquinone) (1/1), C16H14N4·C6H4O4, (I), and N,N'-bis(2-pyridyl)biphenyl-4,4'-diamine-anilic acid (1/1), C22H18N4·C6H4O4, (II), have been prepared and their solid-state structures investigated. The component molecules of these complexes are connected via conventional N-H...O and O-H...N hydrogen bonds, leading to the formation of an infinite one-dimensional network generated by the cyclic motif R{_2^2}(9). The anilic acid molecules in both crystal structures lie around inversion centres and the observed bond lengths are typical for the neutral molecule. Nevertheless, the pyridine C-N-C angles [120.9  (2) and 120.13  (17)° for complexes (I) and (II), respectively] point to a partial H-atom transfer from anilic aicd to the bispyridylamine, and hence to H-atom disorder in the OHN bridge. The bispyridylamine molecules of (I) and (II) also lie around inversion centres and exhibit disorder of their central phenyl rings over two positions.

Formula: C16H14N4·C6H4O4 and C22H18N4·C6H4O4

Online 26 November 2002


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